Day: November 24, 2020

99395-88-7. An elementary termolecular reaction involves the simultaneous collision of three atoms, molecules, or ions.(S)-4-Phenyloxazolidin-2-one, cas is 99395-88-7. Here is a downstream synthesis route of the compound 99395-88-7

Compound I (21 g, 0.1 mol) was added to a 500 ml three-necked flask, Triethylamine 20 ml and dichloromethane 250 ml, Stuttgart dropwise pivaloyl chloride (14.4g, 0.12mol), (4S) -4-phenyl-2-oxazolidinone (24.5 g, 0.15 mol), DMF 5 ml, 4,4-dimethylaminopyridine (1.22 g, 0.01 mol) was added after refluxing for 3 h, After refluxing for 10 h, Ice bath cooling, Then, 200 ml of 5 M hydrochloric acid was added dropwise at 0 C, Static stratification, The lower methylene chloride layer was washed successively with saturated sodium bicarbonate solution and water, Dried over anhydrous sodium sulfate. The filtrate was concentrated to dryness, To give 24.9 g of a white solid compound II, Yield 70%., 99395-88-7

Other significant industrial processes that involve the use of heterogeneous catalysts include the preparation of sulfuric acid, the preparation of ammonia, the oxidation of ammonia to nitric acid, and the synthesis of methanol. 99395-88-7, if you are interested, you can browse my other articles.

Reference£º
Patent; Suzhou Puluoda Biological Science and Technology Co., Ltd.; Luo, Ruixue; (14 pag.)CN106397292; (2017); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

We know that the rate of many reactions can be accelerated by catalysts. A catalyst speeds up the rate of a reaction by lowering the activation energy; in addition, the catalyst is regenerated in the process. 17016-83-0, name is (S)-4-Isopropyl-2-oxazolidinone,below Introduce a new synthetic route., 17016-83-0

To a stirred solution of 5,5,5-trifluoropentanoic acid (5.04 g, 32.3 mmol) inDCM (50 mL) and DMF (3 drops) was added oxalyl chloride (3.4 mL, 38.8 mmol)dropwise over 5 min. The solution was stirred until all bubbling subsided. The reaction5 mixture was concentrated under reduced pressure to give a pale yellow oil. To a separateflask charged with a solution of ( 48)-4-(propan-2-yl)-1 ,3-oxazolidin-2-one ( 4.18 g, 32.4mmol) in THF (100 mL) at -78 oc was added n-BuLi (13.0 mL, 32.5 mmol, 2.5M inhexane) dropwise via syringe over 5 min. After stirring for 1 0 min, the above acidchloride dissolved in THF (20 mL) was added via cannula over 15 min. The reaction10 mixture was warmed to 0 C, and was allowed to warm to room temperature as the bathwarmed and stirred overnight. To the reaction mixture was added saturated NH4Cl, andthen extracted with EtOAc (2x). The combined organics were washed with brine, dried(Na2S04), filtered and concentrated under reduced pressure. The crude material waspurified by silica gel chromatography (hexanes/EtOAc) to provide Intermediate S IA15 (7.39 g, 86%) as a colorless oil: 1H NMR (400 MHz, CDCh) 8 4.44 (1 H, dt, J=8.31, 3.53Hz), 4.30 (1 H, t, J=8.69 Hz), 4.23 (1 H, dd, J=9.06, 3.02 Hz), 2.98-3.08 (2 H, m), 2.32-2.44 (1 H, m, J=13.91, 7.02, 7.02, 4.03 Hz), 2.13-2.25 (2 H, m), 1.88-2.00 (2 H, m), 0.93(3 H, d, J=7.05 Hz), 0.88 (3 H, d, J=6.80 Hz).

Other significant industrial processes that involve the use of heterogeneous catalysts include the preparation of sulfuric acid, the preparation of ammonia, the oxidation of ammonia to nitric acid, and the synthesis of methanol. 17016-83-0, if you are interested, you can browse my other articles.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; GAVAI, Ashvinikumar V.; ZHAO, Yufen; O’MALLEY, Daniel; QUESNELLE, Claude A.; FINK, Brian E.; NORRIS, Derek J.; HAN, Wen-Ching; DELUCCA, George V.; WO2014/47374; (2014); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

We know that the rate of many reactions can be accelerated by catalysts. A catalyst speeds up the rate of a reaction by lowering the activation energy; in addition, the catalyst is regenerated in the process. 2346-26-1, name is Oxazolidine-2,4-dione,below Introduce a new synthetic route., 2346-26-1

A solution of 2.90 g (12.99 mmol) of 4′-(2-hydroxyethyl)-3-biphenylcarbonitrile, prepared in step 11.1., 2.7 ml (14.29 mmol) of triethylamine and 0.15 g (1.30 mmol) of 4-dimethylaminopyridine in 30 ml of dichloromethane, cooled with an ice bath, is admixed with 1.1 ml (14.29 mmol) of methanesulphonyl chloride. The mixture is subsequently stirred at ambient temperature for 2 hours. 100 ml of dichloromethane and 30 ml of saturated aqueous sodium chloride solution are added. The organic phase is separated off after settling, dried over sodium sulphate and evaporated to dryness to give 3.5 g of product in the form of an oil. The product is redissolved in 60 ml of tetrahydrofuran, and 1.40 g (13.94 mmol) of 1,3-oxazolidine-2,4-dione and 2.87 ml (23.23 mmol) of 1,1,3,3-tetramethylguanidine are added. The mixture is heated at 70 C. overnight. It is evaporated to dryness. The residue is taken up in a mixture of ethyl acetate and saturated aqueous sodium chloride solution. The organic phase is separated off after settling, dried over sodium sulphate and evaporated to dryness. The residue is purified by chromatography on silica gel, eluting with a 60/40 then 50/50 mixture of cyclohexane and ethyl acetate, to give 3.3 g of product in the form of a white solid. Melting point ( C.): 121-123, 2346-26-1

Any one of these steps may be slow and thus may serve as the rate determining step. In general, however, in the presence of the catalyst, the overall rate of the reaction is faster than it would be if the reactants were in the gas or liquid phase.

Reference£º
Patent; Sanofi-Aventis; US2006/14830; (2006); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

2346-26-1, A heterogeneous catalyst is a catalyst that is present in a different phase than the reactants. Such catalysts generally function by furnishing an active surface upon which a reaction can occur. 2346-26-1, name is Oxazolidine-2,4-dione, introduce a new downstream synthesis route as follows.

EXAMPLE 35 A mixture of 4-[4-[2-(1,3-dioxolan-2-yl) ethyl]phenoxyacetyl]-5-methyl-2-phenyloxazole (1.8 g), 2,4-oxazolidinedione (0.925 g), piperidine (0.12 g) and acetic acid (30 ml) was heated for 15 hours under reflux. The reaction mixture was concentrated under reduced pressure. To the concentrate was added a saturated aqueous solution of sodium hydrogencarbonate, followed by extraction with chloroform. The chloroform layer was washed with water, dried (MgSO4), followed by distilling off the solvent. The oily residue was subjected to a silica gel column chromatography. From the fractions eluted with methanol-chloroform (1:30, v/v) was obtained 5-[3-[4-[2-(5-methyl-2-phenyl-4-oxazolyl)-2-oxoethoxy]phenyl]propylidene]-2,4-oxazolidinedione. This compound was dissolved in tetrahydrofuran (THF) (30 ml), to which was added palladium-carbon (5%, 0.3 g).

A chemical reaction often occurs in steps, although it may not always be obvious to an observer. Thank you very much for taking the time to read this article. If you are also interested in other aspects of 2346-26-1, you can also browse my other articles.

Reference£º
Patent; Takeda Chemical Industries, Ltd.; US5665748; (1997); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

95530-58-8, The molecularity of an elementary reaction is the number of molecules that collide during that step in the mechanism. If there is only a single reactant molecule in an elementary reaction, that step is designated as unimolecular. 95530-58-8, name is (R)-4-Isopropyloxazolidin-2-one. A new synthetic method of this compound is introduced below.

To a solution of (R) -4-isopropyloxazolidin-2-one (25.0g, 0.194mol, 1.0eq) in anhydrous THF (1150 mL) was added n-BuLi (85.0 mL, 0.213mol, 1.1eq) at -78 under N2and the mixture was stirred at the same temperature for 1 h, a large number of white solids formed. Then propionyl chloride (20.0 mL, 0.232mol, 1.2eq) was added at -78 and the mixture was stirred at the same temperature for 1 h. After the consumption of (S) -4-isopropyloxazolidin-2-one monitored by TLC, the solution was poured into saturated ammonium chloride solution (1.2 L) and the mixture was extracted with EA (700 mL, 350 mL ¡Á 2) . The organic extract was washed with 1.0 N NaOH solution (1.0 L) and brine (1.0 L) , dried over anhydrous sodium sulfate, filtered, concentrated in vacuo and purified by SiO2column chromatography (PE : EA = 10: 1) to give the title compound as a colorless oil (32.6 g, 90.8%) . ESI m/z: calcd for C9H17NO3[M+H]+: 186.1, found 186.1.1H NMR (400 MHz, CDCl3) delta 4.48 -4.37 (m, 1H) , 4.27 (t, J = 8.7 Hz, 1H) , 4.21 (dd, J = 9.1, 3.1 Hz, 1H) , 3.04 -2.82 (m, 2H) , 2.45 -2.30 (m, 1H) , 1.17 (t, J = 7.4 Hz, 3H) , 0.90 (dd, J = 17.1, 7.0 Hz, 6H) .

Any one of these steps may be slow and thus may serve as the rate determining step. In general, however, in the presence of the catalyst, the overall rate of the reaction is faster than it would be if the reactants were in the gas or liquid phase.

Reference£º
Patent; HANGZHOU DAC BIOTECH CO. LTD; ZHAO, Robert Yongxin; YANG, Qingliang; HUANG, Yuanyuan; ZHAO, Linyao; GAI, Shun; YE, Hangbo; LEI, Jun; XU, Yifang; CAO, Mingjun; GUO, Huihui; JIA, Junxiang; TONG, Qianqian; LI, Wenjun; ZHOU, Xiaomai; XIE, Hongsheng; BAI, Lu; CAI, Xiang; ZHUO, Xiaotao; ZHANG, Xiuzheng; ZHENG, Jun; (424 pag.)WO2019/127607; (2019); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

The molecularity of an elementary reaction is the number of molecules that collide during that step in the mechanism., 2346-26-1, If there is only a single reactant molecule in an elementary reaction, that step is designated as unimolecular. 2346-26-1, name is Oxazolidine-2,4-dione. A new synthetic method of this compound is introduced below.

2.2. 1,1-dimethylethyl 4-[(2,4-dioxo-1,3-oxazolidin-3-yl)methyl]piperidine-1-carboxylate A suspension of 13.60 g (46.36 mmol) of 1,1-dimethylethyl 4-{[(methylsulphonyl)oxy]methyl}piperidine-1-carboxylate, prepared in step 2.1., 9.37 g (92.72 mmol) of 1,3-oxazolidine-2,4-dione and 16.02 g (139.08 mmol) of 1,1,3,3-tetramethylguanidine in a mixture of 180 ml of tetrahydrofuran and 30 ml of dimethylformamide is heated at reflux for 24 hours. It is allowed to return to ambient temperature and is concentrated under reduced pressure. The residue is taken up in dichloromethane and water and the aqueous phase is separated off and extracted twice with dichloromethane. The combined organic phases are washed with saturated aqueous sodium chloride solution and dried over sodium sulphate. Following evaporation of the solvent, the residue obtained is purified by chromatography on silica gel, eluding with a 98/2 then 95/5 mixture of dichloromethane and methanol. This gives 12.53 g of product in the form of an orange-brown solid., 2346-26-1

Any one of these steps may be slow and thus may serve as the rate determining step. In general, however, in the presence of the catalyst, the overall rate of the reaction is faster than it would be if the reactants were in the gas or liquid phase.

Reference£º
Patent; SANOFI-AVENTIS; US2007/21403; (2007); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

17016-83-0, A heterogeneous catalyst is a catalyst that is present in a different phase than the reactants. Such catalysts generally function by furnishing an active surface upon which a reaction can occur. 17016-83-0, name is (S)-4-Isopropyl-2-oxazolidinone, introduce a new downstream synthesis route as follows.

Preparation 8 According to the literature (Kruse et AL., J. Med. Chem. (1987), 30,486-494), a solution of 3, 5-difluorocinnamic acid (9.94 g, 53.9 mmol) in THF (100 ML) was hydrogenated over 10% Pd/C (1.50 g) at 50 psi of H2 pressure for 5 h at RT. The mixture was filtered and concentrated under reduced pressure to yield the 3- (3, 5- difluoro-phenyl) propionic acid (10.9 g, 100%). Oxalyl chloride (13 ml, 150 mmol) was slowly added to a solution of the acid (10.9 g, 53.9 mmol) in THF (220 ML) at 23 C, followed by the addition of a catalytic amount of DMF (1 drop). After 90 min at RT, the volatiles were removed under reduced pressure and the resulting residue was twice coevaporated with dry benzene to yield 3- (3, 5-DIFLUOROPHENYL)-PROPIONYL CHLORIDE as a yellow oil (11.91 g, 100%). The acid chloride was used in the ensuing step without further purification. The acylation was carried out in analogy to the literature (Pettit et al. Synthesis (1996), 719-725). A solution of (S)- (-)-4-ISOPROPYL-2- oxazolidinone (6.46 g, 50 mmol) in THF (150 ML) was stirred under argon and cooled to-78 C. n-BuLi (2.45 M in hexanes, 20.8 ML, 50.96 mmol) was added dropwise, followed by a solution of the previously prepared 3- (3, 5-DIFLUOROPHENYL)-PROPIONYL chloride in THF (8 ML). After warming the reaction to 23 GC over 15 h, the reaction was quenched with saturated aq. NH4CI (30 ml), followed by removal of the volatiles in vacuo. The slurry was extracted with CH2CI2 (2x), and the combined organic layers washed with 1 M NAOH (2x) and brine, dried (NA2SO4) and concentrated in vacuo. Purification of the residue by chromatography over SILICA GEL (15O30% EtOAc/hexanes) gave the product (14.27 g, 48 mmol, 96%). 1H NMR (400 MHz, CECI3) 8 6. 73 (m, 2 H), 6.59 (m, 1 H), 4.37 (m, 1 H), 4.17-4. 25 (m, 2 H), 3.24 (m, 1 H), 3.16 (m, 1 H), 2.93 (m, 2 H), 2.30 (m, 1 H), 0.86 (d, 3 H, J= 6.8 Hz), 0.80 (d, 3 H, J= 6.8 Hz); LCMS (Conditions A): tR = 4.47 min: 595 (2M+H) +, 298 (M+H) +.

A chemical reaction often occurs in steps, although it may not always be obvious to an observer. Thank you very much for taking the time to read this article. If you are also interested in other aspects of 17016-83-0, you can also browse my other articles.

Reference£º
Patent; SCHERING CORPORATION; PHARMACOPEIA DRUG DISCOVERY, INC; WO2005/16876; (2005); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

497-25-6, The molecularity of an elementary reaction is the number of molecules that collide during that step in the mechanism. If there is only a single reactant molecule in an elementary reaction, that step is designated as unimolecular. 497-25-6, name is Oxazolidin-2-one. A new synthetic method of this compound is introduced below.

Example 101 (R) and (S) -3- (5′-fluoro-2,2-dimethyl-2′-oxospiro [cyclopropane- 1 ,3′-hidoline] – 1 ‘-yl) -5- (2-oxooxazolidin-3-yl)benzoic acidSynthesis of methyl-3-bromo-5-(2-oxooxazolidin-3-yl)benzoateA suspension of 3-bromo-5-iodo-benzoic acid methyl ester (682 mg, 2 mmol), oxazolidin- 2-one (191 mg, 2.2 mmol), Cul (76 mg, 0.4 mmol), potassium carbonate (545mg, 4mmol) and N, N’-dimethyl-ethane-l,2-diamine (86uL, 0.8mmol) in acetonitrile (15 mL) was stirred for 16 hours at 90C. The precipitate was filtered off and washed with ethyl acetate. The filtrate was concentrated in vacuo to afford 3-bromo-5-(2-oxo-oxazolidin-3-yl)- benzoic acid methyl ester (480 mg, 80%) which was used for next step without further purification.

Any one of these steps may be slow and thus may serve as the rate determining step. In general, however, in the presence of the catalyst, the overall rate of the reaction is faster than it would be if the reactants were in the gas or liquid phase.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; CHEN, Li; FENG, Lichun; HE, Yun; HUANG, Mengwei; YUN, Hongying; WO2011/70039; (2011); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

2346-26-1, The molecularity of an elementary reaction is the number of molecules that collide during that step in the mechanism. If there is only a single reactant molecule in an elementary reaction, that step is designated as unimolecular. 2346-26-1, name is Oxazolidine-2,4-dione. A new synthetic method of this compound is introduced below.

(3R) -4,4-Dimethyl-2-oxotetrahydrofuran-3-yl (7S) -3-chloro- 2-chloromethyl-5,6,7,8-tetrahydro-4-(4- methoxyphenyl)[1]benzothieno[2,3-b]pyridine-7-carboxylate (0.85 g) obtained in Reference Example 17,2,4-dioxo-1,3-oxazolidine (176.8 mg) and potassium carbonate (263.8 mg) were suspended in DMF (4.25 ml), and the suspension was stirred at the internal temperature of 80 to 85C for 2 hrs. The suspension was cooled to room temperature. Ethyl acetate (17 ml) and water (8.5 ml) were added, and the organic layer was separated and washed with water and 10% brine. The solvent was removed by evaporation to give the title compound as a yellow oil (1.22 g). The product was used in the next step without purification. ?H-NMR (300 MHz, CDC13) 8; 1.08 (3H, s) , 1.18 (3H, s) , 1.73-1.76 (lH, m), 1.93-2.07 (3H, m), 2.90-2.95 (lH, m), 3.14 (2H, d, J=7.3 Hz) , 3.89 (3H, s) , 4.03-4.06 (2H, m) , 4.93 (2H, s) , 5.05 (2H, s) , 5.35 (lH, s), 6.98-7.01 (2H, m), 7.09-7.19 (2H, m)., 2346-26-1

Any one of these steps may be slow and thus may serve as the rate determining step. In general, however, in the presence of the catalyst, the overall rate of the reaction is faster than it would be if the reactants were in the gas or liquid phase.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2005/111046; (2005); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

We know that the rate of many reactions can be accelerated by catalysts. A catalyst speeds up the rate of a reaction by lowering the activation energy; in addition, the catalyst is regenerated in the process. 2346-26-1, name is Oxazolidine-2,4-dione,below Introduce a new synthetic route., 2346-26-1

EXAMPLE 23; 4-r4-(2,4-Dioxo-oxazolidin-5-ylidenemethyl)-2-methoxy-phenoxy1-naphthalene-1- carbon itrileTo a mixture of oxazolidine-2,4-dione (50.5 mg, 0.50 mmol), LiCI (128 mg, 3.0 mmol) and anhydrous THF (5.0 mL) cooled to -78 0C was added dropwise 1.7 M tert-butyllithium solution in pentane (0.616 mL, 1.05 mmol). After stirring at -78 0C for 20 minutes, the reaction mixture was warmed to 0 0C for 5 minutes. The mixture was recooled to -78 0C and a solution of 4-(4-formyl-2-methoxy-phenoxy)-naphthalene-1 – carbonitrile (Example 19a) was added dropwise. After stirring at -78 0C for 15 minutes, 1 N HCI (1.05 ml_, 1.05 mol) was added dropwise. The reaction mixture was allowed to warm up to room temperature. After evaporation of most of the solvent, p- toluenesulfonic acid monohydrate (85 mg, 0.5 mmol) and toluene (25 ml_) were added. The mixture was heated to reflux with a Dean-Stark trap for 5 hours. After removal of solvent, the residue was taken up with a mixture of DMF and methanol and purified on a preparative HPLC [Waters XTerra Prep MS C8 OBD Column (5 mum, 30 x 50 mm) using a gradient mixture of 0.1 % aqueous TFA and acetonitrile]. 1H NMR (400 Hz, DMSO-c/e) delta 12.45 (s, 1 H), 8.43 (d, 1 H), 8.16 (s, 1 H), 8.11 (d, 1 H), 8.00 (d, 1 H), 7.88 (t, 1 H), 7.77 (t, 1 H), 7.65 (d, 1 H), 7.32 (d, 1 H), 7.09 (s, 1 H), 6.63 (d, 1 H), 3.73 (s, 3H); LC/MS (m/z) [M+1]+ 386.9 (calculated for C22Hi4N2O5, 386.1 )., 2346-26-1

Any one of these steps may be slow and thus may serve as the rate determining step. In general, however, in the presence of the catalyst, the overall rate of the reaction is faster than it would be if the reactants were in the gas or liquid phase.

Reference£º
Patent; JANSSEN PHARMACEUTICA N.V.; WO2008/109727; (2008); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem